Issue 32, 2019

Catalyst- and reagent-free 1,6-hydrophosphonylation of p-quinone methides: a practical approach for the synthesis of diarylmethyl phosphine oxides

Abstract

We developed a catalyst-, reagent-, and additive-free protocol with 100% atom economy for the synthesis of diarylmethyl phosphine oxides via 1,6-hydrophosphonylation of p-quinone methides using water as a green solvent. The reaction showed broad scope with excellent functional group tolerance. The practicability of this method was demonstrated by carrying out the reaction on the gram scale whereby product was obtained in high yield by the filtration technique avoiding chromatographic purification.

Graphical abstract: Catalyst- and reagent-free 1,6-hydrophosphonylation of p-quinone methides: a practical approach for the synthesis of diarylmethyl phosphine oxides

Supplementary files

Article information

Article type
Paper
Submitted
11 Jun 2019
Accepted
19 Jul 2019
First published
19 Jul 2019

Org. Biomol. Chem., 2019,17, 7536-7546

Catalyst- and reagent-free 1,6-hydrophosphonylation of p-quinone methides: a practical approach for the synthesis of diarylmethyl phosphine oxides

Y. N. Aher and A. B. Pawar, Org. Biomol. Chem., 2019, 17, 7536 DOI: 10.1039/C9OB01326A

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